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18629

Sigma-Aldrich

Isopentenyl phosphate dilithium salt

≥95.0% (TLC)

Synonym(s):

Dilithium isopentenylphosphate, Phosphoric acid mono-(3-methyl-3-butenyl ester) dilithium salt

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About This Item

Empirical Formula (Hill Notation):
C5H9Li2O4P
CAS Number:
18687-42-8
Molecular Weight:
177.98
Beilstein:
4339123
MDL number:
MFCD17215949
UNSPSC Code:
12352106
PubChem Substance ID:
329751724
NACRES:
NA.25

Quality Level

100

Assay

≥95.0% (TLC)

impurities

≤10.0% water

storage temp.

−20°C

SMILES string

[Li+].[Li+].CC(=C)CCOP([O-])([O-])=O

InChI

1S/C5H11O4P.2Li/c1-5(2)3-4-9-10(6,7)8;;/h1,3-4H2,2H3,(H2,6,7,8);;/q;2*+1/p-2

InChI key

ACAZFVVXIFTWMF-UHFFFAOYSA-L

Application

Isopentenyl phosphate may be used as a substrate to study the characteristics and kinetics of isopentenyl phosphate kinases.

Biochem/physiol Actions

Isopentenyl monophosphate is phosphorylated into isopentenyl pyrophosphate at very low rates.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mark F Mabanglo et al.
Biochemistry, 51(4), 917-925 (2011-12-14)
Isopentenyl phosphate kinase (IPK) catalyzes the phosphorylation of isopentenyl phosphate to form the isoprenoid precursor isopentenyl diphosphate in the archaeal mevalonate pathway. This enzyme is highly homologous to fosfomycin kinase (FomA), an antibiotic resistance enzyme found in a few strains
C Donninger et al.
The Biochemical journal, 105(2), 545-547 (1967-11-01)
1. Isopentenol was converted into isopentenyl phosphate with phosphoryl chloride in ether containing pyridine. 2. The isopentenyl phosphate reacted in 2-methylpropan-2-ol-water with morpholine and dicyclohexylcarbodi-imide to give isopentenyl phosphoromorpholidate. 3. The isopentenyl phosphoromorpholidate, with inorganic phosphate in pyridine containing tributylamine
Mark F Mabanglo et al.
ACS chemical biology, 7(7), 1241-1246 (2012-04-27)
Isopentenyl phosphate kinase (IPK) catalyzes the ATP-dependent phosphorylation of isopentenyl phosphate (IP) to form isopentenyl diphosphate (IPP) during biosynthesis of isoprenoid metabolites in Archaea. The structure of IPK from the archeaon Thermoplasma acidophilum (THA) was recently reported and guided the
Nikki Dellas et al.
ACS chemical biology, 5(6), 589-601 (2010-04-16)
The biosynthesis of isopentenyl diphosphate (IPP) from either the mevalonate (MVA) or the 1-deoxy-d-xylulose 5-phosphate (DXP) pathway provides the key metabolite for primary and secondary isoprenoid biosynthesis. Isoprenoid metabolism plays crucial roles in membrane stability, steroid biosynthesis, vitamin production, protein
Mo Chen et al.
Biochemistry, 49(1), 207-217 (2009-11-26)
Archaea synthesize isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP), the essential building blocks of isoprenoid compounds, from mevalonate (MVA). However, an analysis of the genomes of several members of the Archaea failed to identify genes for the enzymes required to

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